Regioselective vicinal-dichlorination of meso-aryl [26]hexaphyrin(1.1.1.1. 1.1)

Tetrahedron Letters

Volumn 47, Issue 9, 2006, Pages 1381-1384

  Youfu, Katsuyuki ^a   Osuka, Atsuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Expanded porphyrin; Halogenation; Hexaphyrin

Indexed keywords

2,3 DICYANO 5,6 DICHLORO PARABENZOQUINONE; CHLORIDE; MESO HEXAKIS[26]HEXAPHYRIN(1.1.1.1.1.1) DERIVATIVE; PORPHYRIN DERIVATIVE; QUINONE DERIVATIVE; SULFURYL CHLORIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHLORINATION; CRYSTAL STRUCTURE; HALOGENATION; HYDROLYSIS; SPECTROFLUOROMETRY; SYNTHESIS;

EID: 31444445916     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.12.116     Document Type: Article

References (25)

1. E. Fischer Ber. 11 1878 735 741
2. F. Schütz, and K. Hanfeld Chem. Ber. Deu. Chem. Ges. 85 1952 131 137
3. P.B.D. de la Mare, R. Koenigsberger, J.S. Lomas, V. Sanchez del Olmo, and A. Sexton Recl. Trav. Chim. Pays-Bas 84 1965 109 112
4. P.B.D. de la Mare, M.D. Johnson, J.S. Lomas, and V. Sanchez del Olmo J. Chem. Soc. B 1966 827 833
5. H. Nagai, and M. Tanabe Kogyo Kagaku Zasshi 60 1957 294 296
6. H. Sandqvist Annalen 417 1918 17 33
7. P.B.D. de la Mare, and N.V. Klassen Chem. Ind. 1960 498 499
8. P.B.D. de la Mare, N.V. Klassen, and R. Koenigsberger J. Chem. Soc. 1961 5285 5293
9. M.G.H. Vicente K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 1 2000 Academic Press San Diego 149 199
10. L. Jaquinod K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 1 2000 Academic Press San Diego 201 237
11. J.L. Sessler, A. Gebauer, and S.J. Weghorn K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 2 2000 Academic Press San Diego 55 124
12. A. Jasat, and D. Dolphin Chem. Rev. 97 1997 2267 2340
13. T.D. Lash Angew. Chem., Int. Ed. 39 2000 1763 1767
14. H. Furuta, H. Maeda, and A. Osuka Chem. Commun. 2002 1795 1804
15. J.L. Sessler, and D. Seidel Angew. Chem., Int. Ed. 42 2003 5134 5175
16. M. Suzuki, S. Shimizu, J.-Y. Shin, and A. Osuka Tetrahedron Lett. 44 2003 4597 4601
17. M. Suzuki, R. Taniguchi, and A. Osuka Chem. Commun. 2004 2682 2683
18. H. Hata, H. Shinokubo, and A. Osuka Angew. Chem., Int. Ed. 44 2005 932 935
19. M. Suzuki, and A. Osuka Chem. Commun. 2005 3685 3687
20. K. Youfu, and A. Osuka Org. Lett. 7 2005 4381 4384
21. M.G.P.M.S. Neves, R.M. Martins, A.C. Tomé, A.J.D. Silvestre, A.M.S. Silva, V. Félix, M.G.B. Drew, and J.A.S. Cavaleiro Chem. Commun. 1999 385 386
22. J.-Y. Shin, H. Furuta, K. Yoza, S. Igarashi, and A. Osuka J. Am. Chem. Soc. 123 2001 7190 7191
23. T.K. Ahn, J.H. Kwon, D.Y. Kim, D.W. Cho, D.H. Jeong, S.K. Kim, M. Suzuki, S. Shimizu, A. Osuka, and D. Kim J. Am. Chem. Soc. 127 2005 12856 12861
24. -1, F(0 0 0) = 3192, 17 135 reflections measured, 6674 unique, R1 = 0.0816, wR2 = 0.2314, GOF = 1.026 (I > 2.0σ(I)). CCDC file no. 289048.
25. M.O. Senge K.M. Kadish K.M. Smith R. Guilard The Porphyrin Handbook Vol. 1 2000 Academic Press San Diego 273 280